3-{[(1R,4aR,5R,8aR)-decahydro-5,5,8a-trimethyl-2-methylenenaphthalen-1-yl]methyl}-2,5-dimethoxycyclohexa-2,5-diene-1,4-dione

Base Information

Chemical Name:3-{[(1R,4aR,5R,8aR)-decahydro-5,5,8a-trimethyl-2-methylenenaphthalen-1-yl]methyl}-2,5-dimethoxycyclohexa-2,5-diene-1,4-dione
CAS No.:619300-79-7
Molecular Formula:C₂₃H₃₂O₄
Molecular Weight:372.505
Hs Code.:

Synonyms:3-{[(1R,4aR,5R,8aR)-decahydro-5,5,8a-trimethyl-2-methylenenaphthalen-1-yl]methyl}-2,5-dimethoxycyclohexa-2,5-diene-1,4-dione

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Chemical Property of 3-{[(1R,4aR,5R,8aR)-decahydro-5,5,8a-trimethyl-2-methylenenaphthalen-1-yl]methyl}-2,5-dimethoxycyclohexa-2,5-diene-1,4-dione

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Technology Process of 3-{[(1R,4aR,5R,8aR)-decahydro-5,5,8a-trimethyl-2-methylenenaphthalen-1-yl]methyl}-2,5-dimethoxycyclohexa-2,5-diene-1,4-dione

There total 11 articles about 3-{[(1R,4aR,5R,8aR)-decahydro-5,5,8a-trimethyl-2-methylenenaphthalen-1-yl]methyl}-2,5-dimethoxycyclohexa-2,5-diene-1,4-dione which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 34.0%

: 619300-78-6
4aR,5R,8aR-decahydro-1,1,4a-trimethyl-6-methylene-5-[(2,3,5,6-tetramethoxyphenyl)methyl]naphthalene

: 619300-79-7
3-{[(1R,4aR,5R,8aR)-decahydro-5,5,8a-trimethyl-2-methylenenaphthalen-1-yl]methyl}-2,5-dimethoxycyclohexa-2,5-diene-1,4-dione

: 619300-80-0
3-{[(1R,4aR,5R,8aR)-decahydro-5,5,8a-trimethyl-2-methylenenaphthalen-1-yl]methyl}-4,5-dimethoxycyclohexa-3,5-diene-1,2-dione

Guidance literature:: With ammonium cerium(IV) nitrate; In water; N,N-dimethyl-formamide; acetonitrile; at 20 ℃; for 0.5h;
DOI:10.1002/hlca.200390158

Reference yield:

: C₂₃H₃₄O₃

: 619300-79-7
3-{[(1R,4aR,5R,8aR)-decahydro-5,5,8a-trimethyl-2-methylenenaphthalen-1-yl]methyl}-2,5-dimethoxycyclohexa-2,5-diene-1,4-dione

Guidance literature:: With salcomine; oxygen; In N,N-dimethyl-formamide; at 20 ℃; for 20h;
DOI:10.1016/j.tetlet.2007.05.043

Reference yield:

: 293309-97-4
(8aR)-albicanal

: 619300-79-7
3-{[(1R,4aR,5R,8aR)-decahydro-5,5,8a-trimethyl-2-methylenenaphthalen-1-yl]methyl}-2,5-dimethoxycyclohexa-2,5-diene-1,4-dione

Guidance literature:: Multi-step reaction with 5 steps

1.1: n-BuLi; TMEDA / tetrahydrofuran / 1 h / 20 °C

1.2: tetrahydrofuran / 0.08 h / 20 °C

2.1: NaHMDS / tetrahydrofuran / 0.5 h / -78 °C

2.2: tetrahydrofuran / 1 h / -60 °C

2.3: tetrahydrofuran / 2 h / 0 °C

3.1: n-Bu₃SnH; AIBN / benzene / 2 h / 80 °C

4.1: HCl; AcOH / methanol; H₂O / 24 h / 20 °C

5.1: salcomine; O₂ / dimethylformamide / 20 h / 20 °C

With hydrogenchloride; n-butyllithium; 2,2'-azobis(isobutyronitrile); N,N,N,N,-tetramethylethylenediamine; salcomine; oxygen; tri-n-butyl-tin hydride; sodium hexamethyldisilazane; acetic acid; In tetrahydrofuran; methanol; water; N,N-dimethyl-formamide; benzene;
DOI:10.1016/j.tetlet.2007.05.043